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Ask for a few numbers on a steady rhythm, not everything whenever you remember

Good monitoring of private positions rests on a consistent update, at a cadence matched to stage and position size, covering the handful of numbers that actually signal health.

10 min read · Level 5

The point

I think the best monitoring systems for individual investors are boringly simple: a small set of numbers, the same every time, in one place. Sophisticated dashboards tend to be abandoned, while a one-page table reviewed each quarter keeps working for years and catches most of what matters.

What is it?

After investing, the job changes from judging an opportunity to tracking it. Most private companies send investors periodic updates, and many investors have formal information rights.

A useful update covers the same items every time:

Item Why it matters Cash in bank the most basic health signal Monthly net burn how fast cash is falling Runway in months cash divided by net burn Revenue and growth whether the business is moving Key product metric retention, usage or pipeline, by business type Wins and problems what changed and what went wrong Asks where investors can help

Cadence should match stage and position size:

Position Reasonable cadence Small angel cheque, early stage quarterly update, annual review Larger position or lead investor monthly update, quarterly call Board seat board meetings plus monthly figures

Consistency matters more than detail. The same seven items, reported the same way each quarter, reveal trends that a long, varying narrative hides.

Why does an investor care?

Because without a routine, monitoring happens only when something dramatic occurs - usually when it is too late to help. A steady cadence lets small changes show up early.

It also respects founders' time. A clear, predictable request is easier to meet than ad hoc questions from many investors, and reduces the risk that monitoring becomes a burden on the company.

Educational, not personalised financial advice. Nothing in the Investor Academy is a recommendation to buy, sell or hold anything — what is right for you depends on your own circumstances and the rules where you live.

Example

An angel with eight early-stage positions. They created a one-page tracker with the same columns for every company:

Company Cash Net burn/month Runway Revenue trend Last update A 1,800,000 150,000 12 mo growing 2 weeks ago B 600,000 120,000 5 mo flat 3 months ago C - - - - no update in 9 months

In ten minutes each quarter they could see that Company B needed attention soon and that Company C had stopped communicating, which is itself a warning.

The common mistake

Relying on occasional, unstructured news from founders instead of a consistent set of numbers tracked over time.

How it works

Step 1: Agree the update format early

At or soon after investing, agree the handful of figures you would like and how often.

Step 2: Build a simple tracker

Record the same fields for every company each period so changes are visible.

Step 3: Match effort to position

Spend more monitoring time on larger positions and those with board or information rights.

Step 4: Note when updates stop

Record the date of the last update; silence is information.

When to use this

After making any private investment, and when reviewing a portfolio of private positions.

When not to use it

Do not demand more reporting than your position justifies. Excessive requests from small investors burden founders and rarely improve outcomes.

How investors actually did it

A recurring pattern: founders who communicate less when struggling

Investors frequently describe portfolio companies reducing or stopping investor updates in the months before a difficult fundraise or shutdown, and many investor guides and accelerator resources encourage founders to keep updating regularly, especially when news is bad.

Treat a gap in updates as a prompt to ask directly how the company is doing.

Do this now

  • List the date of the last update from each private company you hold
  • Choose five figures you will track for every one

Create a free account to read the rest and apply it to your own investing.

Related lessons

  • The most important line in an update is often the one that is missing — Founders naturally lead with good news. Reading an update well means comparing it with last period, noticing which figures disappeared and separating real warning signs from normal early-stage noise. (11 min)
  • Cash and runway decide whether anything else gets the chance to matter — Runway - cash divided by net burn - is the single most important monitoring figure for an early company, because running out of money ends every other possibility. Fundraising time makes the real deadline earlier than it looks. (11 min)

Next: The most important line in an update is often the one that is missing